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The Headless Horseman is the main antagonist from The Legend of Sleepy Hollow, the second half of Disney's 1949 animated feature film The Adventures of Ichabod and Mr. Toad.

Appearances

Disney Comics

In Carl Barks' Donald Duck story The Golden Helmetone of the items shown in the Duckburg Museum is "the Headless Horseman's toupee".

The Legend of Sleepy Hollow

Brom Bones tells Ichabod Crane the story of the Headless Horseman, who lost his head long ago during the Revolutionary War. Every Halloween night he rides in Sleepy Hollow looking for a new head. The best way to escape him is to cross the bridge, as the Horseman's dark powers are limited only to the woods.

That very night, Ichabod rides home alone and keeps imagining that he is being followed. When he finds that it's only cattails bumping on a log, Ichabod, and his horse hysterically laugh, but suddenly stop as another laugh joins them. They both slowly turn around to find the Headless Horseman about to attack them, sword at the ready. He gives chase, laughing all the while. When Ichabod momentarily is trapped on the Horseman's own black steed, he looks down the Horseman's neck to find nothing but evil hollow laughter. Ichabod runs for the bridge and barely manages to make it across. As Ichabod turns around, he screams as the black horse rears up and the Headless Horseman throws a flaming jack o' lantern right at him.

The very next morning, Ichabod's hat was found next to a shattered pumpkin. However, Ichabod had vanished. Rumors about Ichabod still alive and married to a wealthy widow in a distant county are all but dismissed, as the good townsfolk of Sleepy Hollow know that he must have been spirited away (most likely killed) by the Headless Horseman himself.

House of Mouse

The Headless Horseman appears in House of Mouse, as a recurring guest in the audience.

The Cat That Looked at a King

The Headless Horseman is briefly mentioned by the King, who says he once displeased him, and subsequently "lost his head", implying that the Horseman was beheaded on order of the King.

Disney Parks

The Headless Horseman is part of various Halloween festivities at Walt Disney World, leading the Boo to You Parade at Mickey's Not So Scary Halloween Party and being the center of a Sleepy Hollow themed haunted hayride at Fort Wilderness.

At Hong Kong Disneyland, the Headless Horseman was the host of the 2011 Halloween festivities. He leads the Halloween parade and starred in a new haunted maze in Adventureland, The Revenge of the Headless Horseman. Here, a member of an Adventurers Club has claimed to have found his head and is presenting it in a sideshow exhibit, provoking the Horseman's wrath. This attraction proved popular enough to become a recurring feature of the event.

The Headless Horseman made his debut as part of Mickey's Halloween Party at Disneyland in 2016, leading the Frightfully Fun Parade.

The Horseman also has a spell card known as "The Headless Horseman's Exploding Jack-O-Lantern" in the attraction Sorcerers of the Magic Kingdom.

Trivia

  • It is unknown whether or not the Headless Horseman was a real phantom or Brom Bones in disguise (as it was heavily implied in the book that the movie was based on). However, there are some suggestions that the Horseman was indeed an actual phantom, though from what was shown of Ichabod's fearful imagination beforehand, some of these things may have just been imagined by him:
    • Ichabod had looked inside his cloak, seeing nothing there.
    • Brom's horse did not have red eyes and a black mane like the Horseman's did.
    • Brom needed a saddle, reins, and a bridle to ride his horse, while the Horseman apparently didn't. His implied spiritual nature would likely allow him to remain on his horse without any real support.
    • The Horseman appeared to be slightly skinnier than Brom.
    • The Horseman pulled his fiery pumpkin head out of nowhere when he threw it at Ichabod, almost is though it were by magic.
  • In many early versions of the Haunted Mansion, the Headless Horseman was to be a focal point of the attraction's graveyard climax.
  • The Headless Horseman is one of the very few Disney villains who actually won, other examples are Appoline and Foxy Loxey.
  • A portrait of the Headless Horseman can be seen in the video game Epic Mickey; in Lonesome Manor's library.
  • The Headless Horseman is actually one of the very few Disney Villains to actually "win" rather than being defeated at the end of his/her film.
  • Despite making a small appearance, the Headless Horseman is considered one of the darkest and most disturbing Disney villains.
  • The Headless Horseman appeared on the Wonderful World of Disney the same Sunday night that The Beatles were on The Ed Sullivan Show.

Gallery

Screenshots

Merchandise and Miscellaneous


v - e - d
The-adventures-of-ichabod-and-mr-toad-logo
Media
Films: The Adventures of Ichabod and Mr. ToadHouse of MouseWho Framed Roger RabbitVideo

Shorts: The Wind in the WillowsThe Legend of Sleepy Hollow

Disney Parks
Mr. Toad's Wild RideStorybook Land Canal Boats

Restaurants: Toad Hall Restaurant
Halloween: Frightfully Fun ParadeGlow in the Park Halloween ParadeMickey's Boo-to-You Halloween ParadeThe Revenge of the Headless Horseman

Characters
J. Thaddeus ToadCyril ProudbottomRattyMoleAngus MacBadgerMr. WinkieWeaselsJudgeProsecutorCourt ClerkIchabod CraneKatrina Van TasselBrom BonesTildaBaltus Van TasselIchabod's horseThe Headless Horseman
Songs
The Merrily SongIchabod CraneKatrinaHeadless Horseman


v - e - d
Disney Villains Logo
Members
The Evil QueenChernabogQueen of HeartsCaptain HookMaleficentCruella de VilUrsulaJafarScarHadesDoctor Facilier

Other Members: Big Bad WolfPeteThe Headless HorsemanMortimer MouseBr'er FoxBr'er BearHonest John and GideonStromboliThe CoachmanMonstroRingmasterPink ElephantsDiabloHitchhiking GhostsLonesome GhostsLady TremaineAnastasia TremaineDrizella TremaineLuciferMr. SmeeSi and AmJasper and HoraceMadam MimKaaShere KhanEdgar BalthazarPrince JohnSir HissSheriff of NottinghamMadame MedusaAmos SladeHorned KingRatiganFeliciaBill SykesHeffalumpsWoozlesFlotsam and JetsamPercival McLeachGastonIagoShenzi, Banzai and EdOogie BoogieGovernor RatcliffeClaude FrolloPain and PanicFatesShan YuClaytonYzmaKronkCaptain GantuDr. HämstervielDOR-15Michale "Goob" YagoobianQueen NarissaLawrenceMother GothelKing CandySour BillHansYokai
Pixar Villains: Sid PhillipsHopperEmperor ZurgRandall BoggsHenry J. Waternoose IIISyndromeLots-o'-Huggin' Bear
Guest Villains: Sarah SandersonWinifred SandersonMary Sanderson

Disney Parks
Celebrate A Dreams Come True ParadeCelebrate the MagicCinderella Castle Mystery TourClub VillainDisney's FantillusionDisney's Maleficious Halloween PartyDisney's Not-So-Scary Halloween ShowDisney's Once Upon a Dream ParadeDisney Dreams!Disney's Stars 'n' Cars... As Never Seen BeforeFantasmic!Feel the MagicFrightfully Fun ParadeGlow in the Park Halloween ParadeHappy HallowishesHocus Pocus Villain SpelltacularInferno Dance PartyIt's Good To Be Bad With The Disney VillainsIt's Good to Be Bad Villainous CelebrationIt's Party Time... with Mickey and Friends... and the Disney VillainsMickey's Boo-to-You Halloween ParadeMickey and his Magic Halloween NightRe-Villains! Halloween ParadeSorcerers of the Magic KingdomThe Disney Villains Halloween ShowtimeThe Nightmare ExperimentThe Villains WorldUnleash the VillainsVillains GardensVillainy In The SkyVillains Mix and MingleVillains Night Out!Villains Tonight!WishesWorld of Color
Media
Mickey's House of VillainsOnce Upon a HalloweenDisney Villains: Simply Sinister Songs

Video Games: Disney Villains ChallengeDisney's Villains' Revenge
Books: Disney Villains: The Essential GuideDisney Villains: Delightfully Evil: The Creation • The Inspiration • The Fascination

See Also
Miscellaneous Disney villainsPixar Villains

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